Assembly Square Cottage Rentals & Holiday Homes

Find the best cottages in Assembly Square - We found 66 exact matches

About Assembly Square Cottage Rentals on PickleTrip

Searching for cottages to rent near Assembly Square? PickleTrip™ features more than 66 cottages that are perfect for your next pickleball getaway. Plan your ultimate holiday and discover luxury cottage rentals that are a few miles away from the lake or beach and have access to private courts or nearby facilities. These cottage rentals in Assembly Square have hot baths, are kid-friendly & family-friendly, and are near top local attraction spots, to give guests the best travel experience they could ever wish for. PickleTrip™’s cottage listings come in all shapes and sizes for large groups, friends, or couples in Assembly Square.

Are you planning to travel to the lakeside, beach, or mountain area? PickleTrip™’s cottage rentals offers a wide selection, giving you direct access to the owners of these cottage rentals, and offering you the best opportunity to find a good price.

PickleTrip™ boasts of 66 holiday cottages and places to stay in Assembly Square. The site provides unique Airbnb, VRBO, pickleball-ready cottages to fit your trip or get away with your friends and family. This can be a weekend getaway, spring break, summer vacation, or annual holiday — all fitting within your budget.

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Frequently Asked Questions About Assembly Square Rental Cottages

There are a lot of options in Assembly Square. If you plan on staying in the Assembly Square area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Assembly Square:

The average cost for a cottage rental in Assembly Square is $466 per night. PickleTrip has a wide list of great cottages near Assembly Square that would suit your needs. There are single and multiple rooms for solo trips or family vacations.
Yes, here are the top cottage rentals in Assembly Square that allow you to bring your pet:

See all pet-friendly vacation rentals in Assembly Square on PickleTrip

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Assembly Square to find one that works for you.
As of 2025, the data from PickleTrip shows that there are Over 66 private swimming pools or cottages with indoor pools in the Assembly Square area along with other great amenities.
About 66 cottages in Assembly Square boast of premium hot tubs. Some of the popular places to stay with hot tubs include:See all holiday vacation rentals in Assembly Square on PickleTrip
Yes, there are luxury cottages in Assembly Square. Find more luxury, lakefront, winter, & last-minute cottage rentals near Assembly Square.